2-Nitrodiphenylamine (2-NDPA)
CAS119-75-5
2-Nitrodiphenylamine (2-NDPA, CAS 119-75-5) is a red crystalline nitro-substituted diphenylamine used mainly as a stabilizer in nitrocellulose- and nitroglycerin-based double-base propellants, where it binds the nitrogen oxides released as nitrate esters slowly decompose. It also serves as a dye intermediate and an analytical reference compound. KingPharm supplies 2-NDPA for research and production use with a batch-specific certificate of analysis.
- CAS No.
- 119-75-5
- Formula
- C12H10N2O2
- Mol. weight
- 214.22 g/mol
- Appearance
- Orange-Red Powder
Product Description
2-Nitrodiphenylamine (2-NDPA, C12H10N2O2, MW 214.22) is a diphenylamine bearing a nitro group ortho to the bridging NH. It is a red solid with a reported melting point of 74–76 °C, practically insoluble in water and slightly soluble in chloroform, DMSO and methanol.
Nitrate esters such as nitrocellulose and nitroglycerin release nitrogen oxides as they age, and these oxides accelerate further decomposition. 2-NDPA reacts with NO2 and nitrous acid to form stable nitroso and nitro derivatives, removing the autocatalytic species and slowing propellant degradation. In formulations it is typically used at 1–2%; higher levels impair ballistic properties.
Compared with diphenylamine (DPA), the electron-withdrawing nitro group makes 2-NDPA a weaker base. This matters because strongly basic amine stabilizers can promote saponification of nitrate ester groups, so 2-NDPA is widely used in double-base and triple-base propellants that contain nitroglycerin.
For procurement, check assay, melting range and content of isomeric nitrodiphenylamines and residual diphenylamine, since these affect stabilizer performance and the baseline of depletion monitoring. KingPharm provides a specification and a batch-specific certificate of analysis with each lot.
Chemical Specifications
Identifiers
| CAS number | 119-75-5 |
|---|---|
| Product name | 2-Nitrodiphenylamine (2-NDPA) |
| Chinese name | 邻硝基二苯胺 (2-NDPA) |
| IUPAC name | 2-nitro-N-phenylaniline |
| Synonyms | 2-Nitrodiphenylamine; 2-Nitro-N-Phenylbenzenamine; N-(2-Nitrophenyl)-N-Phenylamine; Nitrodiphenylamine; N-Phenyl-o-Nitroaniline; o-(Phenylamino)Nitrobenzene; sudan yellow 1339 |
| Chinese synonyms | 邻硝基二苯胺; 2-硝基-N-苯基苯胺; 2-硝基二苯胺; 2-硝基联苯基胺; 鄰硝二苯胺; 2-硝基联苯胺； |
| Molecular formula | C12H10N2O2 |
| Molecular weight | 214.22 g/mol |
| EC number | 204-348-6 |
| MDL number | MFCD00007089 |
| PubChem CID | 8407 |
| InChIKey | RUKISNQKOIKZGT-UHFFFAOYSA-N |
| SMILES | C1=CC=C(C=C1)NC2=CC=CC=C2[N+](=O)[O-] |
Physical and chemical properties
| Appearance | Orange-Red Powder |
|---|---|
| Melting Point | 73.0-76.0 ( ℃ ) |
Applications
KingPharm supplies 2-NDPA for the following uses:
Double-base propellant stabilizer
Scavenges nitrogen oxides in nitrocellulose/nitroglycerin propellants to slow autocatalytic decomposition and extend storage life.
Stabilizer depletion analysis
Used as a reference compound when monitoring residual stabilizer content in aged propellants by chromatography.
Dye intermediate
Serves as an intermediate in the manufacture of dyes.
Organic synthesis
Reduction of the nitro group gives N-phenyl-o-phenylenediamine, a building block for heterocycles such as phenazines and benzimidazoles.
Quality Documentation
The following documents can be provided for 2-Nitrodiphenylamine (2-NDPA) to support technical evaluation and purchasing. Documents are issued for the specific grade and batch supplied.
-
Certificate of Analysis (COA) Batch-specific test results against the specification.
-
Product specification The release specification with test items, limits and methods.
Packaging, Storage & Transport
| Available pack sizes | 25 kg, 10 kg, 1 kg, 500 g, 100 g, 25 g |
|---|
Read the current safety data sheet before handling. Packaging can be adapted to the order quantity and destination.
Frequently Asked Questions
How does 2-NDPA differ from diphenylamine (DPA) as a stabilizer?
Both bind nitrogen oxides, but the nitro group makes 2-NDPA a weaker base, which lowers the risk of promoting nitrate ester saponification. 2-NDPA is therefore widely used in nitroglycerin-containing double-base and triple-base propellants, while DPA is common in single-base powders.
How much 2-NDPA is used, and how is it monitored?
Typical loadings are 1–2% of the propellant. Because the stabilizer is consumed as the propellant ages, its remaining content is checked periodically; closer monitoring is generally applied below about 0.5%, and disposal is considered below about 0.2%.
How should 2-NDPA be stored?
Keep in a tightly closed container in a cool, dry, well-ventilated place, protected from light and away from strong oxidizers and strong acids.
What is the CAS number of 2-Nitrodiphenylamine (2-NDPA)?
The CAS Registry Number of 2-Nitrodiphenylamine (2-NDPA) is 119-75-5. 2-Nitrodiphenylamine (2-NDPA) is also known as 2-Nitrodiphenylamine; 2-Nitro-N-Phenylbenzenamine; N-(2-Nitrophenyl)-N-Phenylamine.
What is the molecular formula and molecular weight of 2-Nitrodiphenylamine (2-NDPA)?
The molecular formula of 2-Nitrodiphenylamine (2-NDPA) is C12H10N2O2, and its molecular weight is 214.22 g/mol.
What is 2-Nitrodiphenylamine (2-NDPA) used for?
KingPharm supplies 2-NDPA for the following uses:
Which quality documents are available for 2-Nitrodiphenylamine (2-NDPA)?
The following documents are available for 2-Nitrodiphenylamine (2-NDPA): Certificate of Analysis (COA); Product specification. Contact KingPharm to request the documents for a specific batch.
How can I request a quotation for 2-Nitrodiphenylamine (2-NDPA)?
Send an inquiry for 2-Nitrodiphenylamine (2-NDPA) (CAS 119-75-5) with the required quantity, target specification, destination country and any documentation requirements. KingPharm will confirm availability, packaging, lead time and price.
Request a Quote for 2-Nitrodiphenylamine (2-NDPA)
Tell us the required quantity, target specification, destination country and any documentation requirements. We will confirm availability, packaging, lead time and price.
Page last reviewed on by Leo Xiao.